HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Bromo-1-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-(4-Bromo-phenyl)-5-methyl-4-vinyl-oxazole | HCID 22261155 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-Bromo-1-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethanol | HCID 58951476 | 74% |
Reaction Steps
Add NBS (1.44 g, 8.08 mmol) to a solution of 2-(4-bromo-phenyl)-5-methyl-4-vinyl-oxazole (1.01 g, 4.02 mmol) in water (0.180 mL) and DMSO (30 mL). After 10 min add water and EtOAc. Separate the layers, extract aqueous material with EtOAc, and wash the crude organic extracts with water. Dry over MgSO4, filter and concentrate. Purify on silica gel eluting with 20% EtOAc/Hexanes to give the title compound (1.08 g, 74%): MS (m/e): 362 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666871B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-8491e4d3783b47c2be8d86ebb8dcafdb |
| Source note | uspto-grants-2010_02 |